Sodium borohydride → HCID 21873957, compound

HRID 1530882Notes

Reaction equation

HRID 1530882 reaction equation
[OH:1][CH:2]1[C:11](=[O:12])[C:10]2[CH:9]=[CH:8][N:7]3[C:13]([CH3:17])=[C:14]([CH3:16])[N:15]=[C:6]3[C:5]=2[NH:4][CH:3]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[BH4-].[Na+]>CO>[OH:12][CH:11]1[C:10]2[CH:9]=[CH:8][N:7]3[C:13]([CH3:17])=[C:14]([CH3:16])[N:15]=[C:6]3[C:5]=2[NH:4][CH:3]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:2]1[OH:1]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 219590937-Hydroxy-2,3-dimethyl-8-phenyl-8,9-dihydro-7H-1,3a,9-triaza-cyclopenta[a]naphthalen-6-one

Product 1

HCID 21873957HCID 21873957, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

700 mg of 8-hydroxy-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]-naphthyridin-7-one are suspended in 15 ml of methanol and treated with 200 mg of sodium borohydride in portions at room temperature with stirring. After stirring for 2 hours, the mixture is poured onto 100 ml of ice water. The precipitate which is deposited is filtered off, briefly dried in vacuo and recrystallized from a little 2-propanol. 500 mg of the title compound of melting point 150-2° C. are obtained.

Workup

  1. stirringAfter stirring for 2 hours
  2. filtrationThe precipitate which is deposited is filtered off
  3. custombriefly dried in vacuo
  4. customrecrystallized from a little 2-propanol

Sources & evidence

ORD record
ord-a3b93849cd684957a5e222ae8cf3897b
Source dataset
uspto-grants-2001_03
Patent number
US06197783B1

Reaction notes

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